2 Bedroom Apartments for Rent in Cypress Gardens, FL (87 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Cypress Pointe
Rent Specials
$1,549 - $1,987
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,845
Required Monthly Fees
$142

Total Monthly Price
$1,441 - $1,987
2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Family Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Breeze
Rent Specials
$1,995 - $2,328
Total Monthly Price

Total Monthly Price

Base Rent
$1,275 - $2,253
Required Monthly Fees
$75

Total Monthly Price
$1,350 - $2,328
2 Bedroom Apartments Available Now

The Breeze

265 Ave E SWWinter Haven, FL 33880
Student Living
  • Verified
  • 3D Tour
close
View Me
Raindance
Rent Specials
$1,925 - $2,383
Total Monthly Price

Total Monthly Price

Base Rent
$1,428 - $2,308
Required Monthly Fees
$75

Total Monthly Price
$1,503 - $2,383
2 Bedroom Apartments Available Now

Raindance

200 Avenue C SWWinter Haven, FL 33880
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

close
View Me
617 Sears Ave NE
$1,250
Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250
2 Bedroom Apartment Available Now

617 Sears Ave NE

617 Sears Ave NEWinter Haven, FL 33881
Affordability
property at 124 Hampden Rd

$1,655

Total Monthly Price

Total Monthly Price

Base Rent
$1,644
Required Monthly Fees
$11

Total Monthly Price
$1,655

2 Bedroom, 2 Bath Rentals

Available Mar 18

124 Hampden Rd

Winter HavenFL33884

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 163 Ave A SE

$1,300

2 Bedroom Rentals

Available Now

163 Ave A SE

Winter HavenFL33880

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 1550 11th St NE

$1,400 - $1,425

2 Bedroom Rentals

Available Now

1550 11th St NE

Winter HavenFL33881

Cypress Gardens, FL Local Guide

Largest Available Cypress Gardens and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Cypress Gardens, FL is found at Lakeshore Club in the Downtown Winter Haven neighborhood and is 1,400 square feet priced from $1,700. Briarcrest at Winter Haven has the second largest 2 Bedroom, which is sized at 1,236 square feet and currently listed start at $1,220. Here is today’s list of the largest available 2 Bedroom units in Cypress Gardens:

Apartment ListingModel NameSquare FootagePriced From
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$1,700
Briarcrest at Winter HavenThe Hamilton II1,236 Sq Ft$1,220
Prose Cypress PointeB11,180 Sq Ft$1,691
The BreezeCPH11,086 Sq Ft$2,250
RaindanceC-11,077 Sq Ft$1,925
Vista Lake Ned2x21,066 Sq Ft$1,542
The Waverly at Winter HavenB31,056 Sq Ft$1,674
Della Vita ApartmentsTwo Bed 2 Bath950 Sq Ft$1,375
The Landings Apartment Homes2 Bedroom - BRANDYWYNE864 Sq Ft$1,285

Cheapest Available Cypress Gardens and Nearby 2 Bedroom Apartments

As of February 21, 2026 the lowest priced 2 Bedroom apartment unit in Cypress Gardens, FL is the The Hamilton II Model starting from $1,220 at Briarcrest at Winter Haven in the Graydon Hills neighborhood. The second most affordable Cypress Gardens 2 Bedroom is the 2 Beds, 1 bath Model at Central Haven Apartments starting at $1,275 . The average price for all 2 Bedroom apartments in Cypress Gardens is currently $1,680. Here is today’s list of the cheapest available 2 Bedroom options in Cypress Gardens:

Apartment ListingModel NamePriced From
Briarcrest at Winter HavenThe Hamilton II$1,220
Central Haven Apartments2 Beds, 1 bath$1,275
The Landings Apartment Homes2 Bedroom - BRANDYWYNE$1,285
Della Vita ApartmentsTwo Bed 1 Bath$1,365
Vista Lake Ned2x1$1,397
Lakeshore Club2 Bedroom, 2 Bathroom$1,489
The Waverly at Winter HavenB1$1,650
The Jade2 Comfy$1,675
Prose Cypress PointeB1$1,691

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Cypress Gardens, FL Rentals by Map

View Map
Cypress Gardens, FL Apartments Map
View Map
Cypress Gardens, FL Rental Homes Map

Frequently Asked Questions about 2 Bedroom Cypress Gardens Apartments

What is the Cheapest apartment in Cypress Gardens with 2 Bedroom?

Currently the most affordable 2 Bedroom in Cypress Gardens is at Briarcrest at Winter Haven listed at $1,220.

How much is the average rent for a 2 Bedroom Cypress Gardens Apartment?

The average rent for a 2 Bedroom Apartment in Cypress Gardens is $1,680.

What is the largest available 2 Bedroom Cypress Gardens Apartment for rent?

Today's apartment with the most square footage in Cypress Gardens is a 1,400 square feet unit starting from $1,700 at Lakeshore Club.

What is the average size for Cypress Gardens 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Cypress Gardens is currently 1,133 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.